4-Bromothiophenol → 1-Bromo-4-cyclopropylthiobenzene

To a degassed solution of potassium tert-butoxide (2.08 g, 18.51 mmol) in dry dimethylsulphoxide (6 mL), 4-bromo-benzenethiol (3.5 g, 18.5 mmol) was added and the mixture was stirred for 15 min at ambient temperature under nitrogen. Bromocyclopropane (4.4 mL, 55.5 mmol) was added afterwards and the reaction mixture was heated at 80° C. for 24 h in a sealed vessel. The mixture was cooled, diluted with ether (150 mL) and washed with water (100 mL). The aqueous layer was extracted with ether (3×50 mL). Combined organic extracts were finally dried with anhydrous magnesium sulfate. 1-Bromo-4-cyclopropylsulfanyl-benzene was obtained after evaporation of the solvent as yellow liquid.

1. temperaturethe reaction mixture was heated at 80° C. for 24 h in a sealed vessel
2. temperatureThe mixture was cooled
3. washwashed with water (100 mL)
4. extractionThe aqueous layer was extracted with ether (3×50 mL)
5. dry with materialCombined organic extracts were finally dried with anhydrous magnesium sulfate

ORD-Eintrag

ord-602a16a27a1c4b6aa8bc217742b9df7b

Quelldatensatz

uspto-grants-2013_10

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08551993B2